3093-35-4
Chemical Structure
Halcinonide
Synonym(s): SQ-18566
- CAS No.: 3093-35-4
- Formula:C24H32ClFO5
- Molecular Weight:454.96
IUPAC Name: (6aS,6bR,7S,8aS,8bS,11aR,12aS,12bS)-8b-(2-chloroacetyl)-6b-fluoro-7-hydroxy-6a,8a,10,10-tetramethyl-1,2,5,6,6a,6b,7,8,8a,8b,11a,12,12a,12b-tetradecahydro-4H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-4-one
InChIKey: MUQNGPZZQDCDFT-JNQJZLCISA-N
SMILES: C[C@@]12[C@@]3(C(CCl)=O)[C@@](OC(C)(O3)C)([H])C[C@@]1([H])[C@]4([H])CCC5=CC(CC[C@]5(C)[C@@]4(F)[C@@H](O)C2)=O
Biological Activity: Halcinonide (SQ-18566) is an orally active Smoothened (Smo) agonist. Halcinonide activates the Hedgehog signaling pathway by binding to Smo and promoting its internalization and expression, thereby activating Gli transcription factors. Halcinonide not only stimulates cell proliferation, increases the expression of cyclin D2/CDK6 and inhibits the degradation of caspase-3, but also suppresses Bcl-2/Bax-mediated apoptosis, oxidative stress and inflammatory responses. Halcinonide activates RxRγ to upregulate the expression of myelin genes, thereby reducing cerebral infarction and improving behavioral deficits. Halcinonide has been used in studies related to multiple sclerosis and ischemic stroke[1][2][3].
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Halcinonide | 98.29% | Halcinonide (SQ-18566) is an orally active Smoothened (Smo) agonist. Halcinonide activates the Hedgehog signaling pathway by binding to Smo and promoting its internalization and expression, thereby activating Gli transcription factors. Halcinonide not only stimulates cell proliferation, increases the expression of cyclin D2/CDK6 and inhibits the degradation of caspase-3, but also suppresses Bcl-2/Bax-mediated apoptosis, oxidative stress and inflammatory responses. Halcinonide activates RxRγ to upregulate the expression of myelin genes, thereby reducing cerebral infarction and improving behavioral deficits. Halcinonide has been used in studies related to multiple sclerosis and ischemic stroke. | ||||||||||||||||||||
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Halcinonide (Standard) | ≥98% | Halcinonide (Standard) is the analytical standard of Halcinonide. This product is intended for research and analytical applications. Halcinonide (SQ-18566) is a high potency corticosteroid used topically in the treatment of certain skin conditions. | ||||||||||||||||||||
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- [1]. Porcu G, et al. Clobetasol and Halcinonide Act as Smoothened Agonists to Promote Myelin Gene Expression and RxRγ Receptor Activation. PLoS One. 2015;10(12):e0144550. Published 2015 Dec 10. [Content Brief]
- [2]. Wang J, et al. Identification of select glucocorticoids as Smoothened agonists: potential utility for regenerative medicine. Proc Natl Acad Sci U S A. 2010;107(20):9323-9328. [Content Brief]
- [3]. Liu J, et al. Halcinonide activates smoothened to ameliorate ischemic stroke injury. Life Sci. 2025;361:123324. [Content Brief]
Keywords
